Ruthenium-Catalyzed Gram-Scale Preferential C–H Arylation of Tertiary Phosphine

A general protocol for site-preferential mono-C–H arylation of tertiary phosphine ligands catalyzed by a ruthenium­(II) complex was devised. This protocol gives access to a series of modified Buchwald–biaryl monophosphines on a gram scale in moderate to excellent yields. A catalytic cycle is propose...

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Published inOrganic letters Vol. 21; no. 8; pp. 2885 - 2889
Main Authors Li, Jia-Wei, Wang, Liang-Neng, Li, Ming, Tang, Pan-Ting, Luo, Xiao-Peng, Kurmoo, Mohamedally, Liu, Yue-Jin, Zeng, Ming-Hua
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.04.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:A general protocol for site-preferential mono-C–H arylation of tertiary phosphine ligands catalyzed by a ruthenium­(II) complex was devised. This protocol gives access to a series of modified Buchwald–biaryl monophosphines on a gram scale in moderate to excellent yields. A catalytic cycle is proposed derived from knowledge of the intermediates observed by ESI-MS. Importantly, these monoarylated products could be further transformed into dibenzophosphole derivatives.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00888